Sunset Cruises | Book Maui Tours, Activities & Things to Do with HawaiiActivities.com
Search Activities
Currently Viewing
Sunset & Cocktail Cruises (24)
Most Popular
Top Maui Sights & Attractions (102)
Luau, Shows & Cultural Experiences (6)
Snorkeling Cruises & Tours (43)
Helicopter & Airplane Tours (11)
Maui Helicopter Tours / West Maui Valleys & Molokai Flight / Hana Waterfalls & Haleakala Flight
Outdoor Adventures (33)
ATV Tours & Off-Road Adventures / Zipline Adventures / Lanai Off-Road Adventures / Haleakala Stargazing Tours / Bike Tours / Hiking Tours / Horseback Riding / Fishing Charters / Waterfall Tours
Other Interests
Sightseeing / Guided Tours (46)
Road to Hana Rainforest & Waterfall / Haleakala Volcano Sightseeing Tours / Private Guided Tours / Waterfall Tours / Food & Farm Tours / Maui Cruise Ship Shore Excursions
Marine Life Tours & Cruises (41)
Hawaii Private Boat Charters (15)
Watersports & Ocean Adventures (15)
Kayaking Tours / Surfing Lessons & Watersports / Scuba Diving Tours / Underwater Scooter & Snuba Diving
Inter-Island Day Trips (14)
Maui to Pearl Harbor / Maui to Big Island / Lanai Island Excursions from Maui
Kahului Airport Services (7)
Kahului Airport Greetings / Kahului Airport Transportation
Cruise Ship Shore Excursions (9)
Seasonal & Holiday Activities (6)
Kids Friendly: Browse by Age (128)
Family & Accessible Travel (22)
Search by check-in location (133)

Sunset & Cocktail Cruises

4.69
(429)
Book a Hawaii sunset cruise and watch the sky light up over the Pacific. Compare sunset dinner cruises, cocktail sails, and happy hour boats departing from Oahu, Maui, Kauai, and the Big Island. Browse evening boat tours by price, drink packages, and onboard dining options. Choose from romantic sunset sails for couples, lively party boats for groups, or elegant yacht experiences with live entertainment. Find the best sunset cruise in Hawaii and end the day with stunning ocean views and aloha.
Sunset & Cocktail Cruises
Sunset Dinner Cruises
Set out on a Maui dinner cruise with sunset views, delicious dinners, and tasty cocktails! Choose from Maui sunset cruises departing from Lahaina and Maalaea Harbor, and even if you are in Kaanapali or Kihei, there is a Hawaii dinner cruise for you! Whether you are looking for a fun night with family and friends or a romantic night for two, take your pick from a luxury dining experience on the Calypso, Alii Nui and Trilogy, or a casual dinner cruise aboard the Pride of Maui or Quicksilver.
Sunset Cocktail Cruises
Go on a Maui sunset cruise, and enjoy tropical cocktails, live music, incredible west Maui views, and celebrate the spirit of aloha while watching a beautiful Hawaiian sunset. Whether you are looking for a romantic evening for two, or a fun night with family and friends, choose from the best sunset cruises on Maui with departures from Lahaina, Kaanapali, and Maalaea. Raise your glass on a booze cruise with Sea Maui and Pride of Maui, or relax on a casual sail with Quicksilver and Trilogy!
Holiday Cruises
Enjoy spending your holidays in paradise with these special, one-a-year Maui cruises! Set off from Lahaina Harbor or Maalaea Harbor for an unforgettable time on the calm waters of Maui, surrounded by the Pacific Ocean and nearby islands. Enjoy holiday-themed cocktails or food, and celebrate in style on a variety of special occasions including Christmas, New Years, Independence Day, and Halloween!
Private Sunset Cruise
.

Top-Rated Activities for Maui

card image
1

Old Lahaina Luau - Maui's Most Authentic Hawaiian Luau Dinner & Show
USD 230.37
card image
2

Drums of the Pacific Luau with Open Bar at Kaanapali Hyatt Regency Maui
From USD 171.10
19% OFF
card image
3

4-Hour Small-Group Maui Bottom Fishing Charter from Maalaea - Keep your catch!

USD 196.49
card image
4

Maui All Stars Stargazing Tour & Haleakala National Park Sunset Experience
From USD 235.00
card image
5

Te Au Moana Luau with Dinner, Fire Knife Show & Open Bar at Wailea Marriott Maui
From USD 225.00
21% OFF
card image
6

Discover Lanai Day Trip from Maui, Hulopoe Bay Snorkeling & Sweetheart Rock
USD 333.50
card image
7

Maui Nui Sunset Luau on Kaanapali Beach with Open Bar at Sheraton Resort
From USD 218.00
card image
8

Lanai Island Guided 4x4 SUV Sightseeing Trekker Tour with Maui to Lanai Ferry
USD 302.62
card image
9

Expeditions Lanai Ferry Boat Ticket from Maui | Round-Trip & One-Way Rides
From USD 69.11
card image
10

Calypso Deluxe Molokini Crater & Turtle Town Snorkel Tour with Breakfast & Lunch
USD 201.83
(7)
card image
11

Inter-Island Trip Maui to Oahu - Pearl Harbor Full Day Tour with Airfare & Lunch Included
USD 575.92
card image
12

Myths of Maui Royal Lahaina Luau - Open Bar, Polynesian Dance & Fire Knife Show
From USD 196.27
card image
13

Kaanapali Guided Outrigger Canoe Adventure & Cultural Tour - We Paddle Maui
USD 103.66
(6)
card image
14

Hana by Air & Land - Helicopter Flight & Semi-Private Sightseeing Tour Combo
From USD 552.94
card image
15

Maui Road to Hana Tour with Waterfall Swim & Black Sand Beach - Aloha Sunshine
USD 229.32
(2)
card image
16

Maui Mountain Activities ATV Ride Tour Adventure with Oceanfront Trail
From USD 229.17
card image
17

Four Winds Deluxe Molokini Snorkel Tour with Breakfast, Taco Bar Lunch & Drinks
From USD 202.59
card image
18

Maui Ocean Center General Admission Ticket - Visit The Best Aquarium in Hawaii

USD 55.44
card image
19

Deluxe Molokini & Turtle Snorkel Tour with Breakfast, Lunch & Drinks - Trilogy
USD 247.84
card image
20

Trilogy Whale Watch Tour with Food & Drinks from Lahaina, Kaanapali & Maalaea [Dec-Apr]
USD 108.08

Latest reviews of Sunset & Cocktail Cruises

2.5-Hour Sea Maui Sunset Dinner Cruise with Open Bar from Kaanapali Beach

Beautiful catamaran evening

2026/01/23 Couples Kara

A memorable and relaxing way to experience Maui from the ocean.

Maui Ultimate Luxury Sunset Gourmet Dinner Sail & Open Bar - Alii Kai Catamaran

It was a delightful cruise from start to finish!

2026/01/02 Couples Kari Hulien

My husband and I thoroughly enjoyed the dinner cruise. We enjoyed great food, company, saw whales, and just relaxed and took it in.

2-Hour Sunset Dinner Cruise with Live Music & Drinks from Ma’alaea Harbor - Quicksilver Catamaran

Great Evening!

2025/12/28 Friends Kara

The crew was friendly and attentive, the live music created a relaxing vibe.

2-Hour Sunset Dinner Cruise with Live Music & Drinks from Ma’alaea Harbor - Quicksilver Catamaran

Scenic Maui Sunset Cruise

2025/12/28 Couples Kara

This cruise offers a perfect balance of scenic views, good food, and a laid-back vibes!

2-Hour Sunset Dinner Cruise with Live Music & Drinks from Ma’alaea Harbor - Quicksilver Catamaran

Quicksilver Catamaran 2‑Hour Sunset Dinner Cruise

2025/11/22 Couples Kara

Our evening on the Quicksilver was just lovely. The double‑deck catamaran felt extremely spacious and comfortable with my nerves for getting sea sick. The table‑side service made dinner feel special as well, and comforti... more

Close
Premium Sunset Cruise with 4-Course Dinner, Cocktails & Seasonal Whale Watching

Windy and just ok.

2025/10/27 Couples S and S

Sunset cruise was very windy. Sunset was beautiful. Meal was ok at best. Value for your money was not there. Crew did a great job under the conditions.

Sunset Cruises | Book Maui Tours, Activities & Things to Do with HawaiiActivities.com
Book a Hawaii sunset cruise and watch the sky light up over the Pacific. Compare sunset dinner cruises, cocktail sails, and happy hour boats departing from Oahu, Maui, Kauai, and the Big Island. Browse evening boat tours by price, drink packages, and onboard dining options. Choose from romantic sunset sails for couples, lively party boats for groups, or elegant yacht experiences with live entertainment. Find the best sunset cruise in Hawaii and end the day with stunning ocean views and aloha.